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α-甲基-DL-色氨酸

    级别和纯度:
  • ≥98%
有货

库存信息

关闭
货号 (SKU) 包装规格 是否现货 价格 数量
M477446-100mg
100mg 现货 Stock Image

基本描述

别名 2-氨基-3-(1H-吲哚-3-基)-2-甲基丙酸
英文别名 DL-alpha-Methyltryptophan | 2-amino-3-(1H-indol-3-yl)-2-methylpropanoic acid | alpha-Methyl-DL-tryptophan | alpha-methyl-D,L-tryptophan
规格或纯度 ≥98%
英文名称 α-Methyl-DL-tryptophan
生化机理 α-甲基-DL-色氨酸是ATBo的阻滞剂,ATBo是一种氨基酸转运蛋白,其表达在癌症中上调。
储存温度 2-8°C储存,避光,充氩
运输条件 冰袋运输
纯度 ≥98%

关联靶点(人)

SLC36A2 Tchem 质子偶联氨基酸转运体2(Proton-coupled amino acid transporter 2) (0 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
SLC6A14 Tchem 钠和氯依赖性中性和碱性氨基酸转运蛋白B(0+)(Sodium- and chloride-dependent neutral and basic amino acid transporter B(0+)) (0 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
A498 (42825 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ACHN (49357 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CAKI-1 (44928 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CCRF-CEM (65223 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
COLO 205 (50209 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DU-145 (51482 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HL-60 (67320 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HT-29 (80576 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
K562 (73714 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
KM12 (47707 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
M14 (47487 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MCF7 (126967 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MOLT-4 (49676 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-3 (48710 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-4 (44535 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-5 (45555 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-8 (47708 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PC-3 (62116 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RPMI-8226 (44974 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RXF 393 (41971 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SF-295 (48000 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-MEL-2 (46422 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-MEL-28 (48833 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-MEL-5 (47095 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-OV-3 (52876 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SN12C (47755 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SNB-19 (46794 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
TK-10 (45540 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
U-251 (51189 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UACC-257 (46019 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UACC-62 (47335 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UO-31 (46270 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
786-0 (47912 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
A549 (127892 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NCI/ADR-RES (33767 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
T47D (39041 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
EKVX (44102 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NCI-H322M (45589 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HCC 2998 (41480 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HCT-116 (91556 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Hs-578T (29457 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NCI-H460 (60772 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SF-268 (49410 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
IGROV-1 (47897 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
LOX IMVI (44321 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HOP-62 (47048 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MDA-MB-435 (38290 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MDA-N (28205 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Malme-3M (44254 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MDA-MB-231 (73002 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

关联靶点(其它种属)

ftmPT1 Brevianamide F prenyltransferase (40 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

PubChem SID 504756268
分子类型 小分子
IIUPAC Name 2-amino-3-(1H-indol-3-yl)-2-methylpropanoic acid
INCHI 1S/C12H14N2O2/c1-12(13,11(15)16)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,14H,6,13H2,1H3,(H,15,16)
InChi Key ZTTWHZHBPDYSQB-UHFFFAOYSA-N
Smiles CC(CC1=CNC2=CC=CC=C21)(C(=O)O)N
Isomeric SMILES CC(CC1=CNC2=CC=CC=C21)(C(=O)O)N
关联CAS 153-91-3,13510-08-2
NSC Number 9948
MeSH Entry Terms alpha-(11C)methyl-L-tryptophan;alpha-(14C)methyl-tryptophan;alpha-methyl-L-tryptophan;alpha-methyltryptophan;alpha-methyltryptophan, (+)-isomer;alpha-methyltryptophan, (-)-isomer;alpha-methyltryptophan, (D)-isomer;alpha-methyltryptophan, (DL)-isomer;alpha
分子量 218.25
Reaxy-Rn 190962
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=190962&ln=

化学和物理性质

敏感性 对光线敏感
分子量 218.250 g/mol
XLogP3 -0.900
氢键供体数Hydrogen Bond Donor Count 3
氢键受体数Hydrogen Bond Acceptor Count 3
可旋转键计数Rotatable Bond Count 3
精确质量Exact Mass 218.106 Da
单同位素质量Monoisotopic Mass 218.106 Da
拓扑极表面积Topological Polar Surface Area 79.100 Ų
重原子数Heavy Atom Count 16
形式电荷Formal Charge 0
复杂度Complexity 282.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 0
未定义的原子立体中心计数Undefined Atom Stereocenter Count 1
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

信号词 警告
危险声明

H302: 吞食有害

H312: 皮肤接触有害

H332: 吸入有害

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P264: 处理后要彻底洗手。

P270: 使用本产品时,请勿进食、饮水或吸烟。

P271: 仅在室外或通风良好的地方使用。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P363: 再次使用之前,请清洗受污染的衣物。

P301+P312: 如误吞咽:如感觉不适,呼叫急救中心/医生。

P302+P352: 如皮肤沾染:用水充分清洗。

P304+P340: 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。

P501: 将内容物/容器处理到。。。

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C of A & Other Certificates(BSE/TSE, COO):
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找到6个结果

批号(Lot Number) 证书类型 货号
F2305625 分析证书 M477446
F2305628 分析证书 M477446
F2305629 分析证书 M477446
F2305630 分析证书 M477446
F2305631 分析证书 M477446
F2305632 分析证书 M477446

引用文献

1. Karunakaran S, Umapathy NS, Thangaraju M, Hatanaka T, Itagaki S, Munn DH, Prasad PD, Ganapathy V.  (2008)  Interaction of tryptophan derivatives with SLC6A14 (ATB0,+) reveals the potential of the transporter as a drug target for cancer chemotherapy..  Biochem J,  414  (3): (343-55).  [PMID:18522536]
2. Elisabeth Perreau-Linck,Mario Beauregard,Paul Gravel,Vincent Paquette,Jean-Paul Soucy,Mirko Diksic,Chawki Benkelfat.  (2007-11-29)  In vivo measurements of brain trapping of C-labelled alpha-methyl-L-tryptophan during acute changes in mood states..  Journal of psychiatry & neuroscience : JPN,  32  ((6)): (430-434).  [PMID:18043767]
3. Masami Nishikawa,Mirko Diksic,Yojiro Sakai,Hiroaki Kumano,Dara Charney,Jorge Palacios-Boix,Juan Negrete,Kathryn Gill.  (2008-11-04)  Alterations in brain serotonin synthesis in male alcoholics measured using positron emission tomography..  Alcoholism, clinical and experimental research,  33  ((2)): (233-239).  [PMID:18976348]
4. Huixi Zou,Xiaodong Zheng,Shu-Ming Li.  (2008-12-31)  Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign)..  Journal of natural products,  72  ((1)): (44-52).  [PMID:19113967]
5. Csaba Juhász,Otto Muzik,Xin Lu,M Salik Jahania,Ayman O Soubani,Majid Khalaf,Fangyu Peng,Thomas J Mangner,Pulak K Chakraborty,Diane C Chugani.  (2009-02-19)  Quantification of tryptophan transport and metabolism in lung tumors using PET..  Journal of nuclear medicine : official publication, Society of Nuclear Medicine,  50  ((3)): (356-363).  [PMID:19223408]
6. Anita S D Saporta,Harry T Chugani,Csaba Juhász,Malek I Makki,Otto Muzik,Benjamin J Wilson,Michael E Behen.  (2009-09-15)  Multimodality neuroimaging in Tourette syndrome: alpha-[11C] methyl-L-tryptophan positron emission tomography and diffusion tensor imaging studies..  Journal of child neurology,  25  ((3)): (336-342).  [PMID:19749182]
7. Benicio N Frey,Ivan Skelin,Yojiro Sakai,Masami Nishikawa,Mirko Diksic.  (2010-07-16)  Gender differences in alpha-[(11)C]MTrp brain trapping, an index of serotonin synthesis, in medication-free individuals with major depressive disorder: a positron emission tomography study..  Psychiatry research,  183  ((2)): (157-166).  [PMID:20630715]
8. Sujatha Kannan,Fadoua Saadani-Makki,Bindu Balakrishnan,Hui Dai,Pulak K Chakraborty,James Janisse,Otto Muzik,Roberto Romero,Diane C Chugani.  (2010-09-10)  Decreased cortical serotonin in neonatal rabbits exposed to endotoxin in utero..  Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism,  31  ((2)): (738-749).  [PMID:20827261]
9. Alexandre Berney,Marco Leyton,Paul Gravel,Igor Sibon,Debbie Sookman,Pedro Rosa Neto,Mirko Diksic,Akio Nakai,Gilbert Pinard,Christo Todorov,Hidehiko Okazawa,Pierre Blier,Thomas Edward Nordahl,Chawki Benkelfat.  (2011-03-09)  Brain regional α-[11C]methyl-L-tryptophan trapping in medication-free patients with obsessive-compulsive disorder..  Archives of general psychiatry,  68  ((7)): (732-741).  [PMID:21383250]
10. Harry T Chugani,Ajay Kumar,William Kupsky,Eishi Asano,Sandeep Sood,Csaba Juhász.  (2011-05-17)  Clinical and histopathologic correlates of 11C-alpha-methyl-L-tryptophan (AMT) PET abnormalities in children with intractable epilepsy..  Epilepsia,  52  ((9)): (1692-1698).  [PMID:21569023]
11. Diane C Chugani.  (2011-10-19)  α-methyl-L-tryptophan: mechanisms for tracer localization of epileptogenic brain regions..  Biomarkers in medicine,  ((5)): (567-575).  [PMID:22003905]
12. Ajay Kumar,Eishi Asano,Harry T Chugani.  (2011-10-19)  α-[¹¹C]-methyl-L-tryptophan PET for tracer localization of epileptogenic brain regions: clinical studies..  Biomarkers in medicine,  ((5)): (577-584).  [PMID:22003906]
13. Mario L Muscedere,Natalie Johnson,Brendan C Gillis,J Frances Kamhi,James F A Traniello.  (2011-12-03)  Serotonin modulates worker responsiveness to trail pheromone in the ant Pheidole dentata..  Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology,  198  ((3)): (219-227).  [PMID:22134381]
14. Csaba Juhász,Zeina Nahleh,Ian Zitron,Diane C Chugani,Majid Z Janabi,Sudeshna Bandyopadhyay,Rouba Ali-Fehmi,Thomas J Mangner,Pulak K Chakraborty,Sandeep Mittal,Otto Muzik.  (2012-03-27)  Tryptophan metabolism in breast cancers: molecular imaging and immunohistochemistry studies..  Nuclear medicine and biology,  39  ((7)): (926-932).  [PMID:22444239]
15. Csaba Juhász,Diane C Chugani,Geoffrey R Barger,William J Kupsky,Pulak K Chakraborty,Otto Muzik,Sandeep Mittal.  (2012-08-15)  Quantitative PET imaging of tryptophan accumulation in gliomas and remote cortex: correlation with tumor proliferative activity..  Clinical nuclear medicine,  37  ((9)): (838-842).  [PMID:22889771]
16. Linda Booij,Jean-Paul Soucy,Simon N Young,Martine Regoli,Paul Gravel,Mirko Diksic,Marco Leyton,Robert O Pihl,Chawki Benkelfat.  (2014-07-22)  Brain serotonin synthesis in MDMA (ecstasy) polydrug users: an alpha-[(11) C]methyl-l-tryptophan study..  Journal of neurochemistry,  131  ((5)): (634-644).  [PMID:25041501]
17. Daniel B Schwab,Keeley D Newsom,Armin P Moczek.  (2020-09-23)  Serotonin signaling suppresses the nutrition-responsive induction of an alternate male morph in horn polyphenic beetles..  Journal of experimental zoology. Part A, Ecological and integrative physiology,  333  ((9)): (660-669).  [PMID:32959988]
18. Deanna N Edwards,Verra M Ngwa,Ariel L Raybuck,Shan Wang,Yoonha Hwang,Laura C Kim,Sung Hoon Cho,Yeeun Paik,Qingfei Wang,Siyuan Zhang,H Charles Manning,Jeffrey C Rathmell,Rebecca S Cook,Mark R Boothby,Jin Chen.  (2020-12-16)  Selective glutamine metabolism inhibition in tumor cells improves antitumor T lymphocyte activity in triple-negative breast cancer..  The Journal of clinical investigation,  131  ((4)): [PMID:33320840]
19. Alexandre Berney,Masami Nishikawa,Chawki Benkelfat,Guy Debonnel,Gabriella Gobbi,Mirko Diksic.  (2007-10-12)  An index of 5-HT synthesis changes during early antidepressant treatment: alpha-[11C]methyl-L-tryptophan PET study..  Neurochemistry international,  52  ((4-5)): (701-708).  [PMID:17928105]
20. Jun Natsume,Neda Bernasconi,Yahya Aghakhani,Yoshitaka Kumakura,Masami Nishikawa,Marco Fedi,Lahbib Soualmi,François Dubeau,Frederick Andermann,Andrea Bernasconi,Mirko Diksic.  (2008-03-28)  Alpha-[11C]methyl-L-tryptophan uptake in patients with periventricular nodular heterotopia and epilepsy..  Epilepsia,  49  ((5)): (826-831).  [PMID:18363710]
21. Benicio N Frey,Pedro Rosa-Neto,Stuart Lubarsky,Mirko Diksic.  (2008-06-28)  Correlation between serotonin synthesis and 5-HT1A receptor binding in the living human brain: a combined alpha-[11C]MT and [18F]MPPF positron emission tomography study..  NeuroImage,  42  ((2)): (850-857).  [PMID:18583156]
22. Kazuya Kanemaru,Shu Hasegawa,Kyoko Nishi,Mirko Diksic.  (2008-08-05)  Acute citalopram has different effects on regional 5-HT synthesis in FSL, FRL, and SDP rats: an autoradiographic evaluation..  Brain research bulletin,  77  ((4)): (214-220).  [PMID:18674602]
23. Hiroyuki Wakamoto,Diane C Chugani,Csaba Juhász,Otto Muzik,William J Kupsky,Harry T Chugani.  (2008-08-30)  Alpha-methyl-l-tryptophan positron emission tomography in epilepsy with cortical developmental malformations..  Pediatric neurology,  39  ((3)): (181-188).  [PMID:18725063]
24. Kazuya Kanemaru,Kyoko Nishi,Mirko Diksic.  (2009-05-26)  AGN-2979, an inhibitor of tryptophan hydroxylase activation, does not affect serotonin synthesis in Flinders Sensitive Line rats, a rat model of depression, but produces a significant effect in Flinders Resistant Line rats..  Neurochemistry international,  55  ((7)): (529-535).  [PMID:19463878]
25. Nela Pivac,Mirko Diksic.  (2011-03-19)  The lumped constant of α-methyl-l-tryptophan is not influenced by drugs acting through serotonergic system..  Neurochemistry international,  58  ((7)): (826-832).  [PMID:21414366]
26. Bálint Alkonyi,Sandeep Mittal,Ian Zitron,Diane C Chugani,William J Kupsky,Otto Muzik,Harry T Chugani,Sandeep Sood,Csaba Juhász.  (2011-11-04)  Increased tryptophan transport in epileptogenic dysembryoplastic neuroepithelial tumors..  Journal of neuro-oncology,  107  ((2)): (365-372).  [PMID:22048879]
27. Linda Booij,Chawki Benkelfat,Marco Leyton,Frank Vitaro,Paul Gravel,Mélissa L Lévesque,Louise Arseneault,Mirko Diksic,Richard E Tremblay.  (2012-01-20)  Perinatal effects on in vivo measures of human brain serotonin synthesis in adulthood: a 27-year longitudinal study..  European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology,  22  ((6)): (419-423).  [PMID:22257439]
28. Bálint Alkonyi,Geoffrey R Barger,Sandeep Mittal,Otto Muzik,Diane C Chugani,Gautam Bahl,Natasha L Robinette,William J Kupsky,Pulak K Chakraborty,Csaba Juhász.  (2012-06-02)  Accurate differentiation of recurrent gliomas from radiation injury by kinetic analysis of α-11C-methyl-L-tryptophan PET..  Journal of nuclear medicine : official publication, Society of Nuclear Medicine,  53  ((7)): (1058-1064).  [PMID:22653792]
29. Ivan Skelin,Maraki Fikre-Merid,Mirko Diksic.  (2012-10-23)  Both acute and subchronic treatments with pindolol, a 5-HT(1A) and β₁ and β₂ adrenoceptor antagonist, elevate regional serotonin synthesis in the rat brain: an autoradiographic study..  Neurochemistry international,  61  ((8)): (1417-1423).  [PMID:23084984]
30. Paul Cumming.  (2014-08-27)  Measuring effects of MDMA (ecstasy) abuse on the rate of cerebral serotonin synthesis..  Journal of neurochemistry,  131  ((5)): (541-545).  [PMID:25156194]

溶液计算器